#------------------------------------------------------------------------------
#$Date: 2022-03-16 10:58:36 +0200 (Wed, 16 Mar 2022) $
#$Revision: 273722 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/47/8104762.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8104762
loop_
_publ_author_name
'Zhao, Wen'
'Liu, Xin-Ting'
'Wu, Su-Qin'
'Xiong, Wan-Ming'
'Nie, Xu-Liang'
_publ_section_title
;
 Crystal structure of
 3,3′-(1,2-phenylene-bis(methylene))bis(1-ethyl-1H-imidazol-3-ium)
 bis(hexafluorophosphate), C18H24F12N4P2
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              545
_journal_page_last               547
_journal_paper_doi               10.1515/ncrs-2020-0639
_journal_volume                  236
_journal_year                    2021
_chemical_formula_sum            'C18 H24 F12 N4 P2'
_chemical_formula_weight         586.35
_chemical_name_systematic
;3,3'-(1,2-phenylenebis(methylene))bis(1-Ethyl-
1H-imidazol-3-ium) bis(hexafluoro phosphate)(V)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 93.984(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.0474(7)
_cell_length_b                   12.7519(12)
_cell_length_c                   28.194(3)
_cell_measurement_reflns_used    2450
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.90
_cell_volume                     2527.6(4)
_computing_cell_refinement       'APEX2, SAINT and SADABS [1]'
_computing_data_collection       'APEX2, SAINT and SADABS [1]'
_computing_data_reduction        'APEX2, SAINT and SADABS [1]'
_computing_molecular_graphics    'Diamond 4.0 [4]'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            12957
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         2.156
_exptl_absorpt_coefficient_mu    0.275
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;

;
_refine_ls_extinction_coef       .
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         4654
_refine_ls_number_restraints     177
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.1291
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0429P)²+1.4535P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1424
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2189
_reflns_number_total             4654
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0639_suppl.cif
_cod_data_source_block           4157_0m
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8104762
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.947
_shelx_estimated_absorpt_t_max   0.965
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2587(11) 0.0640(5) 0.0084(2) 0.191(3) Uani 1 1 d . U . A 3
H1A H -0.1472 0.0790 -0.0081 0.287 Uiso 1 1 calc R U . A 3
H1B H -0.3653 0.1015 -0.0063 0.287 Uiso 1 1 calc R U . A 3
H1C H -0.2841 -0.0099 0.0071 0.287 Uiso 1 1 calc R U . A 3
C2 C -0.2277(8) 0.0965(4) 0.05750(19) 0.1330(19) Uani 1 1 d . U . A 3
H2A H -0.1208 0.0578 0.0723 0.160 Uiso 1 1 calc R U . A 3
H2B H -0.3392 0.0790 0.0742 0.160 Uiso 1 1 calc R U . A 3
C3 C -0.0359(6) 0.2543(4) 0.08282(13) 0.0770(11) Uani 1 1 d . . . A 3
H3 H 0.0665 0.2176 0.0973 0.092 Uiso 1 1 calc R U . A 3
C4 C -0.3035(6) 0.2891(4) 0.04575(15) 0.0909(13) Uani 1 1 d . . . A 3
H4 H -0.4223 0.2812 0.0296 0.109 Uiso 1 1 calc R U . A 3
C5 C -0.2171(6) 0.3798(4) 0.05631(14) 0.0831(12) Uani 1 1 d . . . A 3
H5 H -0.2637 0.4465 0.0490 0.100 Uiso 1 1 calc R U . A 3
C6 C 0.0991(5) 0.4301(3) 0.09713(13) 0.0759(11) Uani 1 1 d . . . A 3
H6A H 0.1112 0.4841 0.0733 0.091 Uiso 1 1 calc R U . A 3
H6B H 0.2199 0.3937 0.1013 0.091 Uiso 1 1 calc R U . A 3
C7 C 0.0581(5) 0.4814(3) 0.14343(12) 0.0589(9) Uani 1 1 d . . . A 3
C8 C -0.0909(5) 0.4497(3) 0.16896(13) 0.0669(10) Uani 1 1 d . . . A 3
H8 H -0.1683 0.3947 0.1578 0.080 Uiso 1 1 calc R U . A 3
C9 C -0.1266(5) 0.4992(3) 0.21120(14) 0.0748(11) Uani 1 1 d . . . A 3
H9 H -0.2287 0.4776 0.2280 0.090 Uiso 1 1 calc R U . A 3
C10 C -0.0134(6) 0.5793(3) 0.22832(13) 0.0749(11) Uani 1 1 d . . . A 3
H10 H -0.0376 0.6121 0.2567 0.090 Uiso 1 1 calc R U . A 3
C11 C 0.1370(5) 0.6113(3) 0.20330(13) 0.0712(10) Uani 1 1 d . . . A 3
H11 H 0.2148 0.6656 0.2150 0.085 Uiso 1 1 calc R U . A 3
C12 C 0.1736(4) 0.5630(3) 0.16064(12) 0.0619(9) Uani 1 1 d . . . A 3
C13 C 0.3395(5) 0.5978(3) 0.13295(14) 0.0861(12) Uani 1 1 d . . . A 3
H13A H 0.4430 0.5481 0.1385 0.103 Uiso 1 1 calc R U . A 3
H13B H 0.3007 0.5965 0.0993 0.103 Uiso 1 1 calc R U . A 3
C14 C 0.5630(5) 0.7254(3) 0.17234(14) 0.0741(11) Uani 1 1 d . . . A 3
H14 H 0.6494 0.6771 0.1860 0.089 Uiso 1 1 calc R U . A 3
C15 C 0.3200(6) 0.7932(4) 0.13238(16) 0.0922(13) Uani 1 1 d . . . A 3
H15 H 0.2075 0.8000 0.1134 0.111 Uiso 1 1 calc R U . A 3
C16 C 0.4249(7) 0.8706(4) 0.15166(17) 0.0943(13) Uani 1 1 d . . . A 3
H16 H 0.3991 0.9419 0.1486 0.113 Uiso 1 1 calc R U . A 3
C17 C 0.7331(7) 0.8837(4) 0.20233(16) 0.1075(15) Uani 1 1 d . . . A 3
H17A H 0.6850 0.9495 0.2140 0.129 Uiso 1 1 calc R U . A 3
H17B H 0.7782 0.8424 0.2297 0.129 Uiso 1 1 calc R U . A 3
C18 C 0.8873(7) 0.9050(5) 0.1748(2) 0.161(3) Uani 1 1 d . . . A 3
H18A H 0.8412 0.9359 0.1451 0.241 Uiso 1 1 calc R U . A 3
H18B H 0.9529 0.8409 0.1688 0.241 Uiso 1 1 calc R U . A 3
H18C H 0.9729 0.9528 0.1916 0.241 Uiso 1 1 calc R U . A 3
N1 N -0.1893(5) 0.2108(3) 0.06249(11) 0.0823(10) Uani 1 1 d . . . A 3
N2 N -0.0468(4) 0.3561(3) 0.07993(10) 0.0682(8) Uani 1 1 d . . . A 3
N3 N 0.4082(4) 0.7021(3) 0.14572(11) 0.0729(9) Uani 1 1 d . . . A 3
N4 N 0.5761(5) 0.8274(3) 0.17660(11) 0.0771(9) Uani 1 1 d . . . A 3
P1 P 0.4597(7) 0.2120(4) 0.1793(2) 0.0593(15) Uani 0.558(12) 1 d . . P B 1
P2 P 0.7963(12) 0.7189(8) 0.0430(3) 0.108(3) Uani 0.558(12) 1 d . . P B 1
F1 F 0.5375(13) 0.2689(8) 0.2241(3) 0.121(4) Uani 0.558(12) 1 d . . P B 1
F2 F 0.3941(19) 0.1501(12) 0.1348(4) 0.145(5) Uani 0.558(12) 1 d . . P B 1
F3 F 0.6654(14) 0.1857(15) 0.1722(6) 0.120(4) Uani 0.558(12) 1 d . . P B 1
F4 F 0.266(2) 0.2451(13) 0.1886(6) 0.178(6) Uani 0.558(12) 1 d . . P B 1
F5 F 0.488(2) 0.3069(10) 0.1497(5) 0.126(4) Uani 0.558(12) 1 d . . P B 1
F6 F 0.4387(19) 0.1105(9) 0.2069(6) 0.163(6) Uani 0.558(12) 1 d . . P B 1
F7 F 0.9713(13) 0.7899(10) 0.0442(4) 0.148(4) Uani 0.558(12) 1 d . . P B 1
F8 F 0.6270(11) 0.6403(8) 0.0423(4) 0.127(4) Uani 0.558(12) 1 d . . P B 1
F9 F 0.9218(18) 0.6240(9) 0.0272(5) 0.146(5) Uani 0.558(12) 1 d . . P B 1
F10 F 0.6697(18) 0.8043(8) 0.0610(4) 0.136(4) Uani 0.558(12) 1 d . . P B 1
F11 F 0.7517(14) 0.7496(11) -0.0088(3) 0.129(6) Uani 0.558(12) 1 d . . P B 1
F12 F 0.8503(19) 0.6903(10) 0.0958(4) 0.129(4) Uani 0.558(12) 1 d . . P B 1
P3 P 0.7935(7) 0.7147(6) 0.04360(18) 0.051(2) Uani 0.442(12) 1 d D U P B 2
F13 F 0.786(2) 0.7824(12) -0.0036(5) 0.138(7) Uani 0.442(12) 1 d D U P B 2
F14 F 0.722(2) 0.6223(6) 0.0103(4) 0.137(5) Uani 0.442(12) 1 d D U P B 2
F15 F 0.786(2) 0.6421(13) 0.0889(5) 0.144(7) Uani 0.442(12) 1 d D U P B 2
F16 F 0.866(3) 0.8113(9) 0.0731(5) 0.175(6) Uani 0.442(12) 1 d D U P B 2
F17 F 1.0006(16) 0.6802(16) 0.0354(5) 0.150(7) Uani 0.442(12) 1 d D U P B 2
F18 F 0.5795(13) 0.7496(16) 0.0481(4) 0.147(7) Uani 0.442(12) 1 d D U P B 2
P4 P 0.4495(15) 0.2036(10) 0.1771(4) 0.124(4) Uani 0.442(12) 1 d D U P B 2
F19 F 0.2389(17) 0.2502(9) 0.1871(4) 0.084(3) Uani 0.442(12) 1 d D U P B 2
F1A F 0.459(3) 0.2895(17) 0.1347(7) 0.172(10) Uani 0.442(12) 1 d D U P B 2
F1B F 0.649(2) 0.1511(18) 0.1656(8) 0.156(9) Uani 0.442(12) 1 d D U P B 2
F1C F 0.4338(16) 0.1244(13) 0.2212(5) 0.119(5) Uani 0.442(12) 1 d D U P B 2
F1D F 0.548(2) 0.2884(13) 0.2137(7) 0.190(9) Uani 0.442(12) 1 d D U P B 2
F1E F 0.335(2) 0.1257(13) 0.1395(6) 0.163(8) Uani 0.442(12) 1 d D U P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C1 C2 N1 112.6(4) . .
C1 C2 H2A 109.1 . .
N1 C2 H2A 109.1 . .
C1 C2 H2B 109.1 . .
N1 C2 H2B 109.1 . .
H2A C2 H2B 107.8 . .
N2 C3 N1 110.6(4) . .
N2 C3 H3 124.7 . .
N1 C3 H3 124.7 . .
C5 C4 N1 108.2(4) . .
C5 C4 H4 125.9 . .
N1 C4 H4 125.9 . .
C4 C5 N2 106.9(4) . .
C4 C5 H5 126.6 . .
N2 C5 H5 126.6 . .
N2 C6 C7 113.4(3) . .
N2 C6 H6A 108.9 . .
C7 C6 H6A 108.9 . .
N2 C6 H6B 108.9 . .
C7 C6 H6B 108.9 . .
H6A C6 H6B 107.7 . .
C8 C7 C12 119.2(3) . .
C8 C7 C6 121.7(3) . .
C12 C7 C6 119.1(3) . .
C7 C8 C9 120.4(3) . .
C7 C8 H8 119.8 . .
C9 C8 H8 119.8 . .
C10 C9 C8 120.5(4) . .
C10 C9 H9 119.7 . .
C8 C9 H9 119.7 . .
C9 C10 C11 119.6(4) . .
C9 C10 H10 120.2 . .
C11 C10 H10 120.2 . .
C10 C11 C12 120.5(4) . .
C10 C11 H11 119.7 . .
C12 C11 H11 119.7 . .
C11 C12 C7 119.7(3) . .
C11 C12 C13 120.8(3) . .
C7 C12 C13 119.6(3) . .
N3 C13 C12 113.3(3) . .
N3 C13 H13A 108.9 . .
C12 C13 H13A 108.9 . .
N3 C13 H13B 108.9 . .
C12 C13 H13B 108.9 . .
H13A C13 H13B 107.7 . .
N4 C14 N3 109.2(4) . .
N4 C14 H14 125.4 . .
N3 C14 H14 125.4 . .
C16 C15 N3 107.0(4) . .
C16 C15 H15 126.5 . .
N3 C15 H15 126.5 . .
C15 C16 N4 107.8(4) . .
C15 C16 H16 126.1 . .
N4 C16 H16 126.1 . .
C18 C17 N4 114.0(4) . .
C18 C17 H17A 108.8 . .
N4 C17 H17A 108.8 . .
C18 C17 H17B 108.8 . .
N4 C17 H17B 108.8 . .
H17A C17 H17B 107.7 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C3 N1 C4 107.0(4) . .
C3 N1 C2 126.5(4) . .
C4 N1 C2 126.4(4) . .
C3 N2 C5 107.3(3) . .
C3 N2 C6 126.1(3) . .
C5 N2 C6 126.6(4) . .
C14 N3 C15 108.1(3) . .
C14 N3 C13 126.7(4) . .
C15 N3 C13 125.2(4) . .
C14 N4 C16 108.0(4) . .
C14 N4 C17 125.3(4) . .
C16 N4 C17 126.6(4) . .
F4 P1 F5 91.7(9) . .
F4 P1 F1 90.0(8) . .
F5 P1 F1 91.3(8) . .
F4 P1 F3 175.2(10) . .
F5 P1 F3 86.4(9) . .
F1 P1 F3 85.6(7) . .
F4 P1 F2 93.6(9) . .
F5 P1 F2 90.3(8) . .
F1 P1 F2 176.0(7) . .
F3 P1 F2 90.8(8) . .
F4 P1 F6 91.7(8) . .
F5 P1 F6 175.8(9) . .
F1 P1 F6 91.3(8) . .
F3 P1 F6 90.4(8) . .
F2 P1 F6 87.0(9) . .
F10 P2 F7 93.4(9) . .
F10 P2 F11 92.8(8) . .
F7 P2 F11 89.0(7) . .
F10 P2 F12 87.6(8) . .
F7 P2 F12 88.5(7) . .
F11 P2 F12 177.4(9) . .
F10 P2 F8 89.9(7) . .
F7 P2 F8 176.2(9) . .
F11 P2 F8 92.7(7) . .
F12 P2 F8 89.8(7) . .
F10 P2 F9 175.5(9) . .
F7 P2 F9 89.6(7) . .
F11 P2 F9 90.5(8) . .
F12 P2 F9 89.1(8) . .
F8 P2 F9 87.0(8) . .
F16 P3 F17 91.4(8) . .
F16 P3 F14 175.6(7) . .
F17 P3 F14 88.0(7) . .
F16 P3 F13 90.4(8) . .
F17 P3 F13 90.4(8) . .
F14 P3 F13 85.2(6) . .
F16 P3 F15 93.5(7) . .
F17 P3 F15 92.1(8) . .
F14 P3 F15 91.0(7) . .
F13 P3 F15 175.3(9) . .
F16 P3 F18 90.9(8) . .
F17 P3 F18 176.1(8) . .
F14 P3 F18 89.5(7) . .
F13 P3 F18 86.3(8) . .
F15 P3 F18 90.9(8) . .
F1B P4 F1D 93.7(10) . .
F1B P4 F1C 90.1(10) . .
F1D P4 F1C 88.6(10) . .
F1B P4 F1E 90.8(10) . .
F1D P4 F1E 175.0(10) . .
F1C P4 F1E 93.6(11) . .
F1B P4 F1A 92.9(10) . .
F1D P4 F1A 88.8(12) . .
F1C P4 F1A 176.2(13) . .
F1E P4 F1A 88.8(11) . .
F1B P4 F19 176.1(11) . .
F1D P4 F19 90.1(8) . .
F1C P4 F19 89.0(8) . .
F1E P4 F19 85.4(8) . .
F1A P4 F19 88.2(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.446(7) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 N1 1.487(5) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 N2 1.303(4) .
C3 N1 1.312(4) .
C3 H3 0.9300 .
C4 C5 1.331(5) .
C4 N1 1.348(5) .
C4 H4 0.9300 .
C5 N2 1.365(4) .
C5 H5 0.9300 .
C6 N2 1.454(4) .
C6 C7 1.506(4) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.375(4) .
C7 C12 1.387(4) .
C8 C9 1.387(5) .
C8 H8 0.9300 .
C9 C10 1.364(5) .
C9 H9 0.9300 .
C10 C11 1.375(5) .
C10 H10 0.9300 .
C11 C12 1.391(5) .
C11 H11 0.9300 .
C12 C13 1.517(5) .
C13 N3 1.452(4) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 N4 1.308(4) .
C14 N3 1.314(4) .
C14 H14 0.9300 .
C15 C16 1.327(5) .
C15 N3 1.358(5) .
C15 H15 0.9300 .
C16 N4 1.353(5) .
C16 H16 0.9300 .
C17 C18 1.406(5) .
C17 N4 1.468(5) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
P1 F4 1.470(13) .
P1 F5 1.492(9) .
P1 F1 1.525(9) .
P1 F3 1.515(8) .
P1 F2 1.526(9) .
P1 F6 1.523(10) .
P2 F10 1.517(10) .
P2 F7 1.529(10) .
P2 F11 1.524(10) .
P2 F12 1.555(11) .
P2 F8 1.558(10) .
P2 F9 1.581(12) .
P3 F16 1.554(9) .
P3 F17 1.557(9) .
P3 F14 1.567(8) .
P3 F13 1.585(10) .
P3 F15 1.580(10) .
P3 F18 1.586(8) .
P4 F1B 1.608(11) .
P4 F1D 1.620(11) .
P4 F1C 1.612(11) .
P4 F1E 1.624(11) .
P4 F1A 1.625(11) .
P4 F19 1.641(11) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
N1 C4 C5 N2 0.0(5) . . . .
N2 C6 C7 C8 7.8(5) . . . .
N2 C6 C7 C12 -172.0(3) . . . .
C12 C7 C8 C9 0.6(5) . . . .
C6 C7 C8 C9 -179.2(3) . . . .
C7 C8 C9 C10 -0.7(5) . . . .
C8 C9 C10 C11 0.3(5) . . . .
C9 C10 C11 C12 0.3(5) . . . .
C10 C11 C12 C7 -0.5(5) . . . .
C10 C11 C12 C13 -179.8(3) . . . .
C8 C7 C12 C11 0.0(5) . . . .
C6 C7 C12 C11 179.8(3) . . . .
C8 C7 C12 C13 179.4(3) . . . .
C6 C7 C12 C13 -0.8(5) . . . .
C11 C12 C13 N3 -19.6(5) . . . .
C7 C12 C13 N3 161.1(3) . . . .
N3 C15 C16 N4 0.0(5) . . . .
N2 C3 N1 C4 0.1(4) . . . .
N2 C3 N1 C2 178.4(4) . . . .
C5 C4 N1 C3 -0.1(5) . . . .
C5 C4 N1 C2 -178.4(4) . . . .
C1 C2 N1 C3 -120.4(6) . . . .
C1 C2 N1 C4 57.6(7) . . . .
N1 C3 N2 C5 -0.1(4) . . . .
N1 C3 N2 C6 -177.9(3) . . . .
C4 C5 N2 C3 0.0(4) . . . .
C4 C5 N2 C6 177.9(3) . . . .
C7 C6 N2 C3 -102.4(4) . . . .
C7 C6 N2 C5 80.2(4) . . . .
N4 C14 N3 C15 0.3(4) . . . .
N4 C14 N3 C13 -178.9(3) . . . .
C16 C15 N3 C14 -0.2(5) . . . .
C16 C15 N3 C13 179.0(4) . . . .
C12 C13 N3 C14 103.7(4) . . . .
C12 C13 N3 C15 -75.3(5) . . . .
N3 C14 N4 C16 -0.3(5) . . . .
N3 C14 N4 C17 -177.8(3) . . . .
C15 C16 N4 C14 0.2(5) . . . .
C15 C16 N4 C17 177.6(4) . . . .
C18 C17 N4 C14 86.8(6) . . . .
C18 C17 N4 C16 -90.2(6) . . . .
